55282-87-6Relevant articles and documents
Two-metal catalyst system for redox isomerization of propargyl alcohols to enals and enones
Trost, Barry M.,Livingston, Robert C.
, p. 9586 - 9587 (1995)
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An atom-economic and selective ruthenium-catalyzed redox isomerization of propargylic alcohols. An efficient strategy for the synthesis of leukotrienes
Trost, Barry M.,Livingston, Robert C.
experimental part, p. 11970 - 11978 (2009/02/05)
Catalytic ruthenium complexes in conjunction with an indium cocatalyst and Broensted acid isomerize primary and secondary propargylic alcohols in good yields to provide trans enals and enones exclusively. Readily available indenylbis(triphenylphosphine)ruthenium chloride, in the presence of indium triflate and camphorsulfonic acid, gives the best turnover numbers and reactivity with the broadest range of substrates. Deuterium labeling experiments suggest that the process occurs through propargylic hydride migration followed by protic cleavage of the resultant vinylruthenium intermediate. Application of this method to the synthesis of leukotriene B4 demonstrates its utility and extraordinary selectivity.
Synthesis of γ-Hydroperoxy-α,β-unsaturated Carbonyl Compounds from α,β,γ,δ-Unsaturated Carbonyl Compounds by Cobalt(II) Porphyrin-catalysed Hydroperoxygenation
Matsushita, Yoh-ichi,Sugamoto, Kazuhiro,Nakama, Tuyoshi,Matsui, Takanao
, p. 567 - 568 (2007/10/02)
γ-Hydroperoxy-α,β-unsaturated carbonyl compounds are prepared in good yields by the regioselective hydroperoxygenation of α,β,γ,δ-unsaturated carbonyl compounds with molecular oxygen and triethylsilane in the presence of cobalt(II) porphyrin as a catalyst.
